196805-79-5Relevant articles and documents
The chemistry of thujone. XX. New enantioselective syntheses of Ambrox and epi-Ambrox
Kutney, James P.,Cirera, Carles
, p. 1136 - 1150 (2007/10/03)
The development of a new synthetic approach to (-)-Ambrox (37) and epi-Ambrox (29) using thujone (1) as a chiral synthon, is presented. Thujone (1), a readily available starting material obtained from Western red cedar, can be efficiently converted to β-cyperone (2) and the latter is then chemically elaborated to the key intermediate, the enone 6. A carbonyl transposition of 6 to enone 9 also allows a formal synthesis of (-)-Polywood (18).